Synthesis of novel γ-butyrolactone-based phenazine compounds via microwave-assisted multicomponent domino reactions

Nguyen, Ha-Thanh; Thi, Phuong Nguyen; Le‐Nhat‐Thuy, Giang; Thi, Quynh Giang Nguyen; Nguyen, Tuan Anh; Thi, Tuyet Anh Dang; Nguyen, Tuyen Van

doi:10.1007/s10593-023-03152-8

Cited by 5 publications

(3 citation statements)

References 47 publications

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“…In spite of the many researches focused on the synthesis of azapodophyllotoxin hybrids, the replacement of ring E with heterocycles has not attracted enough attention so far. Accordingly, in the view of the above mentioned facts and as a continuation of our efforts on the synthesis of biologically active compounds, [45][46][47][48][49] herein, we have focused our research interest toward the synthesis of novel azaanthraquinonepodophyllotoxin hybrids with heterocyclic ring E 13 via microwave-assisted multicomponent reactions (Fig. 2), and evaluation of their cytotoxic activity against various cancer cell lines by using MTT colorimetric method.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, molecular docking analysis and in vitro evaluation of new heterocyclic hybrids of 4-aza-podophyllotoxin as potent cytotoxic agents

Nguyen,

Van,

Pham-The

et al. 2024

RSC Adv.

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Section: Introductionmentioning

confidence: 99%

Synthesis, molecular docking analysis and in vitro evaluation of new heterocyclic hybrids of 4-aza-podophyllotoxin as potent cytotoxic agents

Nguyen,

Van,

Pham-The

et al. 2024

RSC Adv.

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“…[29] Although chromeno [2,3-d]pyrimidines and fluorinated molecules are of great interest, the synthesis and biological evaluation of these moieties into a single molecule have rarely been studied. Therefore, as a continuation of our interests on the synthesis of bioactive heterocycles, [30] and multicomponent domino reactions, herein we report the synthesis of new fluorinated chromeno [2,3-d]pyrimidines 10 a-l and evaluation of their cytotoxic activity against several cancer cell lines.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Cytotoxic Evaluation of New Fluoro and Trifluoromethyl Substituents Containing Chromeno[2,3‐d]pyrimidines

et al. 2023

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In this research, microwave‐assisted “one‐pot” multicomponent reactions have been employed for the synthesis of new chromeno[2,3‐d]pyrimidines containing fluorine atoms. The biological significance of the obtained compounds was highlighted by evaluating in vitro for cytotoxic activity against four human cancer cell lines (HepG2, hepatoma carcinoma; MCF7, breast cancer; A549, non‐small lung cancer; KB, epidermoid carcinoma). Interestingly, two compounds revealed significant inhibitory activity against A549 cell line, and showed low toxicity to human embryonic kidney (Hek‐293) cell line. The synthetic efficacy and cytotoxic potency have offered an opportunity to further development of chromeno[2,3‐d]pyrimidines containing fluorine atoms as potential anticancer agents.

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“…Furthermore, numerous effective synthetic methods have been recorded for generating 2-amino-4H-pyran-3-carbonitrile intermediates. [53][54][55][56][57][58][59][60][61][62] Therefore, as part of our ongoing research focused on the discovery of novel bioactive compounds, [63][64][65][66][67] in this study, we focused on the synthesis and biological evaluation of novel pyrano[2,3-d ]pyrimidine compounds 8a-k. The newly synthesized molecules were evaluated for their AChE inhibitory activity, along with an evaluation of their cytotoxicity, to investigate their potential for use in treating AD.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Evaluation of Acetylcholinesterase Inhibitory and Cytotoxic Activities of Pyrano[2,3-d]pyrimidines

Thanh,

Giang,

et al. 2023

Natural Product Communications

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Objective: The study was conducted to evaluate the in vitro acetylcholinesterase (AchE) inhibition activity of novel pyrano[2,3- d]pyrimidine derivatives. Methods: A series of new pyrano[2,3- d]pyrimidine derivatives were synthesized in moderate to good yields (63%-81%) by using microwave-prompted “one-pot” two-step multicomponent reactions of cyclohexane-1,3-dione, malononitrile, aldehydes, and acetic anhydride. Noticeably, Diazabicyclo[2.2.2]octane was successfully employed as a basic catalyst for the formation of 2-amino-4H-pyran-3-carbonitrile intermediates. These products were identified using spectral data, and assessed in terms of their AChE inhibition activity and cytotoxicity against three types of human cancer cell lines including epidermoid carcinoma (KB), hepatoma carcinoma (HepG2), and non-small lung cancer (A549) cell lines. Results: Most of the products depicted moderate to good AChE inhibitory activity, among them, one product with methoxy moiety at meta-position on phenyl group showed the best AchE inhibition activity with IC50 values of 2.20 ± 0.17 µg/mL. Moreover, products exhibited no cytotoxicity against cancer cell lines. Conclusion: This study highlighted that pyrano[2,3- d]pyrimidine derivatives as promising candidates for further investigations directed to the discovery of new AChE inhibitors which could be used in Alzheimer's disease therapy.

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Synthesis of novel γ-butyrolactone-based phenazine compounds via microwave-assisted multicomponent domino reactions

Cited by 5 publications

References 47 publications

Synthesis, molecular docking analysis and in vitro evaluation of new heterocyclic hybrids of 4-aza-podophyllotoxin as potent cytotoxic agents

Synthesis, molecular docking analysis and in vitro evaluation of new heterocyclic hybrids of 4-aza-podophyllotoxin as potent cytotoxic agents

Synthesis and Cytotoxic Evaluation of New Fluoro and Trifluoromethyl Substituents Containing Chromeno[2,3‐d]pyrimidines

Synthesis and Evaluation of Acetylcholinesterase Inhibitory and Cytotoxic Activities of Pyrano[2,3-d]pyrimidines

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